I wonder sometimes, whether it really matters where we went on our honeymoon. We loved San Francisco and San Diego, and we'd been trying to plan a trip there for years, but I wonder if we would have had a better trip if we had gone to South Carolina or Spain or Ireland or Hawaii or anywhere else we had talked about. I wondered if our cross-country train trip would have felt as awesome. And I think the answer is yes, because really, I don't think it matters that much where you go.
It matters where you go, because a honeymoon really is a once-in-a-lifetime trip. I really didn't think it was, but it isn't just another trip. But at the same time, it doesn't matter where you go, because it's your honeymoon. Like your wedding dress, which isn't special because of what it looks like, but because you wore it to marry your partner; your honeymoon is special because it's where you went when you went on your honeymoon. So whether you go to the Caribbean or a hotel in town, it's special.
So I stand by my general feeling that a honeymoon should be someplace that is easy to get to, that is convenient, that is fun. Don't get too caught up in where to go or what you will do once you get there. You can be just as relaxed walking around a new town and sitting on a park bench as you can be lying on a beach in the Caribbean. That's not to say you shouldn't have fun, but if your list of places that you want to go is really long, don't pick the most difficult one just because it's your honeymoon.